3-(1,3-Benzothiazol-2-ylsulfanyl)-1,2,6-thiadiazinones: Surrogates for 3-halo-1,2,6-thiadiazinones,Chemistry of Heterocyclic Compounds

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3-(1,3-Benzothiazol-2-ylsulfanyl)-1,2,6-thiadiazinones: Surrogates for 3-halo-1,2,6-thiadiazinones
Chemistry of Heterocyclic Compounds ( IF 1.4 ) Pub Date : 2022-10-29 , DOI: 10.1007/s10593-022-03122-6
Andreas S. Kalogirou , Panayiotis A. Koutentis

3,5-Bis(1,3-benzothiazol-2-ylsulfanyl)-4H-1,2,6-thiadiazin-4-one reacts with oxygen and nitrogen nucleophiles to give products with one of the 1,3-benzothiazol-2-ylsulfanyl groups displaced. The observed reactivity demonstrates that benzothiazole 2-sulfide behaves as a pseudohalide nucleofuge and was exploited to overcome the problematic displacement of chloride in 3-(1,3-benzothiazol-2-ylsulfanyl)-5-chloro-4H-1,2,6-thiadiazin-4-one.

更新日期：2022-10-30

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